ORD → EYWChicago to Key West

live

Direct flights from Chicago (ORD) to Key West (EYW): 9 nonstop departures observed each week across 2 airlines. No cancellations were recorded across the 9 tracked flights. The nonstop covers 2,018 km, an estimated 3 hours 5 minutes in the air. Measured by Pro Flight Search from live flight boards at Chicago and Key West. Updated 2 November 2026 at 07:10 UTC.

Today, ORD → EYW

Mon 2 Nov · local times
  1. 07:30 AA3657American Airlines On scheduleGate L2C · T3 ·
  2. 11:00 UA3487United Airlines On scheduleGate B1 · T1 ·
  3. 12:10 AA3585American Airlines On scheduleGate L26 · T3 ·

Checked ORD board 01:10

ORD Chicago heavy · +37
EYW Key West tracking
2,018 km · ~3h 05m est.
dep bank 07:30–11:009x weekly
Under pressure · 2 airlines · 9x weekly · nonstop
50 / 100

route health from live ORD and EYW delay boards

0 of 9 tracked legs cancelled in the sample. Will a delayed flight be cancelled? →

Flight time~3h 05mestimated from route distance
Weekly departures9x2 direct airlines on the leg

The week

scheduled departures · origin local time
06121824
Mon
Tue
Wed
Thu
Fri
Sat
Sun
American AirlinesUnited Airlines

Each mark is a scheduled departure at its origin-local time, observed operating in the last 7 days. Today is highlighted.

Who flies it

observed on the boards · 7 days
American AirlinesAA

Flights AA3657 varies Mo Su

United AirlinesUA

Flights UA3487 11:00 daily

History

operated legs · board outcomes
11-01AA3585departed−7
11-01AA3657departed−3
11-01UA3487departed−2
10-31UA3487departed+16
10-30UA3487departed−9
10-29UA3487departed−6
10-28UA3487departed−3
10-27UA3487departed−9
10-26UA3487departed+12

Actual board outcomes rather than schedules, paired departure and arrival per flight and day.

Full board history, day by day →

Airports right now

live boards
ORDChicago +37 min heavy 🌤 mostly cloudy · SSE 7 kt Full ORD delay board →
EYWKey West tracking Full EYW delay board →

How the Chicago to Key West route actually runs

Pro Flight Search records official board updates for nonstop ORD to EYW flights through the day: schedules, estimates, gate pushes and actual departures. The verdict above comes from operated flights, so it reflects what this route does rather than what the timetable promises.

Planning around a delay? Live airport delays · Weather delay risk map · Will a delayed flight be cancelled? · Do planes make up time in the air? · How we measure

Cite this data

Journalists, bloggers, and researchers may cite this page with attribution and a link to Pro Flight Search.

Suggested citation

Pro Flight Search: Chicago (ORD) to Key West (EYW) route reliability, measured from operated flights on official airport boards.

Canonical URL
https://proflightsearch.com/search-flights/ORD-EYW
How we measure this →

ORD to EYW questions

Is ORD–EYW running on time right now?

Significant delay risk. The departure side at ORD is the weaker end, route health score 50/100. The airports section above carries the live status and delay window at both ends.

How long is the flight from ORD to EYW?

Great-circle distance is 2,018 km. With typical jet cruise speed plus taxi, climb and descent, expect roughly 172–203 min gate-to-gate on this route.

How often does ORD–EYW fly?

2 carriers operate this route, around 9 flights a week between them. Compare carrier days and times in the airline list above.

What does the route health score measure?

A blend of departure-side delay at ORD and arrival-side delay at EYW, computed from rolling delay windows (refreshed every 40 minutes) with a daily-rollup fallback. Current MVFR, IFR, or LIFR endpoint weather caps the score when flight rules can limit throughput. Higher is healthier: 100 means operations are clean at both ends.